Azo dyes suitable for ink jet printing

ABSTRACT

Anionic azo compounds which, in the free acid form, have the Formula (1): &lt;CHEM&gt;  wherein:   Ar and Ar&lt;1&gt;   are each independently aryl or substituted aryl providing at least one of Ar and Ar&lt;1&gt; has at least one substituent selected from COOH and COSH; J and J&lt;1&gt;   are each independently of formula (2), (3) or (4): &lt;CHEM&gt;   each R&lt;5&gt;   is independently selected from H, alkyl, substituted alkyl, alkoxy, halogen, CN, ureido and NHCOR&lt;6&gt;; R&lt;6&gt;   is H, alkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl; each T   is independently alkyl; each W   is independently selected from H, CN, CONR&lt;1&gt;&lt;0&gt;R&lt;1&gt;&lt;1&gt;, pyridinium and COOH; each m   is an alkylene chain having 2 to 8 carbon atoms; B   is H, alkyl or COOH; R&lt;1&gt;, R&lt;2&gt;, R&lt;3&gt;, R&lt;4&gt;, R&lt;1&gt;&lt;0&gt; and R&lt;1&gt;&lt;1&gt;   are each independently H, alkyl or substituted alkyl; L   is a divalent organic linking group; n   is 0 or 1; each X   is independently carbonyl or a group of the Formula (5), (6) or (7): &lt;CHEM&gt;   Z   is OR&lt;7&gt;, SR&lt;7&gt; or NR&lt;8&gt;R&lt;9&gt;; Y   is H, Cl, CN or Z; E   is Cl or CN; R&lt;7&gt;, R&lt;8&gt; and R&lt;9&gt;   are independently H, alkenyl, substituted alkenyl, alkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl, or R&lt;8&gt; and R&lt;9&gt; together with the nitrogen atom to which they are attached form a 5 or 6 membered ring; provided (i) if the compound of Formula (1) has no -SO3H groups then it has at least two groups selected from -COOH and -COSH; and (ii) the compound of Formula (1) has at least as many groups selected from -COOH and -COSH as -SO3H groups. The compounds are useful for the preparation of inks for use in ink-jet printing.



